methyl 3-((2S,3S,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)propanoate

Base Information

Chemical Name:methyl 3-((2S,3S,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)propanoate
CAS No.:1226983-55-6
Molecular Formula:C₃₈H₄₁N₃O₇
Molecular Weight:651.759
Hs Code.:

Synonyms:methyl 3-((2S,3S,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)propanoate

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Chemical Property of methyl 3-((2S,3S,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)propanoate

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Technology Process of methyl 3-((2S,3S,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)propanoate

There total 3 articles about methyl 3-((2S,3S,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)propanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

: 1270942-55-6
C₃₈H₄₁NO₉

: 1226983-55-6
methyl 3-((2S,3S,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)propanoate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; trimethylsilylazide; In dichloromethane; at 0 - 20 ℃;
DOI:10.1039/c0ob00555j

Reference yield: 72.0%

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 89064-72-2
2,3,4,6-Tetra-O-benzyl-1-desoxy-1-nitro-D-mannopyranose

: 1226983-55-6
methyl 3-((2S,3S,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)propanoate

Guidance literature:: acrylic acid methyl ester; 2,3,4,6-Tetra-O-benzyl-1-desoxy-1-nitro-D-mannopyranose; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 10 ℃; for 0.5h;

With trimethylsilyl trifluoromethanesulfonate; trimethylsilylazide; In dichloromethane; at 0 - 20 ℃; for 0.5h; Molecular sieve;
DOI:10.1016/j.tetlet.2010.03.003

Reference yield:

: 89064-72-2
2,3,4,6-Tetra-O-benzyl-1-desoxy-1-nitro-D-mannopyranose

: 1226983-55-6
methyl 3-((2S,3S,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / 0.5 h / 0 °C

2: trimethylsilyl trifluoromethanesulfonate; trimethylsilylazide / dichloromethane / 0 - 20 °C

With trimethylsilyl trifluoromethanesulfonate; trimethylsilylazide; tetrabutyl ammonium fluoride; In dichloromethane;
DOI:10.1039/c0ob00555j